Saint Helena Island holiday lettings

We found 1,970 holiday rentals — enter your dates for availability

Discover a selection of 47 homes, 14 villas and holiday rentals in Saint Helena Island that are perfect for your trip. Whether you're staying in a holiday rental with family, friends or just your furry companion, you'll have the amenities that you expect and more, which might include a garden and pool. You'll be able to choose a property to rent that has what everyone needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts - Saint Helena Island

Showing deals for:10 Oct - 17 Oct
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Why visit Saint Helena Island

  • Beautiful Beaches: Enjoy the stunning sandy shores perfect for sunbathing, swimming, and beachcombing.
  • Rich Cultural Heritage: Immerse yourself in the island's vibrant local culture and history through various experiences.
  • Charming Neighbourhoods: Explore the quaint streets and friendly communities that showcase the island's unique character.
  • Outdoor Adventures: Engage in a variety of outdoor activities, from hiking to kayaking, amidst the island's natural beauty.
  • Cosy Accommodations: Choose from an array of charming rentals, including condos and private homes for a delightful stay.

Popular types of accommodation in Saint Helena Island

If you're pondering the ideal accommodation for your getaway to Saint Helena Island, you're in the right place. Our most sought-after options include cosy condos, charming houses, and exquisite villas. Whether you're after a holiday rental or a house rental, we have a diverse selection of Saint Helena Island vacation rentals that promise transparency, savings, and reassurance for a delightful stay.

  • Condos: The most sought-after choice for holiday rentals on Saint Helena Island, offering a blend of comfort and amenities.
  • Houses: A popular option for families or groups looking for a home-away-from-home experience.
  • Villas: These elegant accommodations provide a luxurious retreat with stunning views and spacious living areas.
  • Cottages: A delightful choice for those seeking a quaint, cosy atmosphere amidst nature.
  • Apartments: A convenient and budget-friendly option for solo travellers or couples wanting easy access to local attractions.**

Top attractions in and around Saint Helena Island

Saint Helena Island offers a delightful escape for families and outdoor enthusiasts alike, perfect for a beach holiday. With its stunning beaches, charming streets, and rich cultural experiences, visitors can explore the island's natural beauty and vibrant local atmosphere. Whether you're looking to relax on the sands or immerse yourself in the island's culture, Saint Helena Island promises an unforgettable getaway for all types of travellers.

  • Bay Street: A vibrant thoroughfare located 4.3km from Saint Helena Island, Bay Street buzzes with city life, offering a variety of shops, restaurants, and local culture. It’s perfect for strolling and soaking up the energetic atmosphere.
  • Henry C. Chambers Waterfront Park: This urban park, also 4.3km away, is ideal for families, featuring scenic views and ample outdoor space for picnics and leisurely walks. The park captures a lovely blend of nature and city vibes.
  • Fort Fremont: Nestled within Saint Helena Island, this historic fort boasts rich cultural significance and offers a glimpse into the island's past, surrounded by beautiful landscapes and historical architecture.

Things to do recommended for couples

For a romantic getaway on Saint Helena Island, consider a thrilling adventure with Sea Wolf Charters, perfect for water sports enthusiasts. Alternatively, indulge in luxury at the Country Club of Hilton Head, where you can enjoy exquisite dining and serene surroundings, just a short drive away.

Things to do recommended for families

On your family vacation to Saint Helena Island, you can visit Port Royal Skateboard Park for a fun-filled day of skating and relaxation, located 5.0km away. Additionally, Adventure Cove offers an exciting arcade experience, just 9.9km away, perfect for adventure-loving families.

Things to do recommended for groups

Groups visiting Saint Helena Island can hike the scenic Spanish Moss Trail, play a round of golf at the Sanctuary Golf Club, and explore the vibrant Port Royal Farmers Market for a taste of local culture and produce.

Booking with Vrbo is simple

Are you hoping to save on your upcoming getaway? Being flexible with your travel dates can make a difference, as prices often fluctuate. Additionally, you can enjoy substantial savings by opting for a longer stay. To discover a Vrbo property that suits your budget, simply use our filters to sort by price, location, and type of holiday rental.

Where to stay in and around Saint Helena Island

Saint Helena Island offers a delightful blend of history and natural beauty, perfect for family holidays and outdoor adventures. Visitors can explore charming local neighbourhoods, bask on sandy beaches, and immerse themselves in the island's rich cultural heritage. Nearby attractions promise friendly atmospheres and engaging excursions, making it an ideal destination for those seeking relaxation or exploration. Experience the unique vibes of this enchanting island on your holiday to Saint Helena Island.

  • Fripp Island: Nestled approximately 4.3km from Saint Helena Island, Fripp Island is a picturesque barrier island famed for its stunning beaches and serene outdoor landscapes. Visitors flock here for a quintessential beach holiday, indulging in activities such as golfing at scenic courses and exploring the natural beauty of the island. Highlights include family-friendly beaches, tranquil lakes, and engaging recreational areas, making it an ideal spot for both relaxation and adventure.
  • Dataw Island: Located within the vicinity of Saint Helena Island, Dataw Island is a charming village that offers a delightful blend of outdoor experiences and family-friendly attractions. This idyllic island is perfect for those seeking beachside relaxation, with its inviting sandy shores and lush surroundings. Golf enthusiasts will appreciate the well-maintained golf courses, while the village's recreational areas provide ample opportunities for family activities, ensuring a fun-filled visit for everyone.
  • Lands End: Lands End is a lovely neighbourhood situated near Saint Helena Island, attracting visitors with its focus on outdoor activities and family-oriented experiences. The area boasts a country private club and excellent golf courses, catering to sports lovers. Additionally, guests can explore urban parks, pristine beaches, and historic sites, providing a well-rounded experience for those keen on uncovering the local culture and history while enjoying quality time with family.

Best time to go to Saint Helena Island

If you're planning a trip to Saint Helena Island, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in April and June to July, while off-peak times, like October to December tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January51.1°F (10.6°C)Light RainMostly SunnyAverageSlightly Low
February54.9°F (12.7°C)Light RainMostly SunnyAverageSlightly Low
March59.5°F (15.3°C)Light RainMostly SunnyAverageSlightly Low
April66.2°F (19.0°C)Light RainMostly SunnyModerately HighAverage
May73.0°F (22.8°C)Light RainMostly SunnyAverageAverage
June79.3°F (26.3°C)Light RainMostly SunnyModerately HighSlightly High
July81.7°F (27.6°C)Light RainMostly SunnyModerately HighSlightly High
August81.1°F (27.3°C)Light RainMostly SunnyAverageSlightly High
September77.4°F (25.2°C)Light RainMostly SunnyAverageAverage
October69.3°F (20.7°C)Light RainMostly SunnyModerately LowAverage
November59.7°F (15.4°C)Light RainMostly SunnyModerately LowAverage
December55.2°F (12.9°C)Light RainMostly SunnyModerately LowAverage

What do I need to keep in mind when booking a vacation in 'Saint Helena Island

If you’re planning a trip with friends, family, your pets, or seeking extended stays, it’s essential to filter your options according to your priorities. Here are some helpful booking tips for Vrbo.

  • Traveling to Saint Helena Island with a group: Think about how many bedrooms you require, along with features like a fully-equipped kitchen or outdoor space for group gatherings. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to Saint Helena Island with young kids: Travelling with young children can present its own set of challenges. It's important to prioritise their comfort and safety, along with ensuring access to suitable amenities, like a private swimming pool. Additionally, considering your closeness to family-friendly attractions can greatly enhance your experience.
  • Taking your pets with you to Saint Helena Island: For many, a family holiday wouldn’t be the same without their furry companion. If this resonates with you, take a look at Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Saint Helena Island: If you're in search of holiday rentals with discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include preferences such as a parking space, a well-equipped kitchen, or even a private pool in your search criteria.

Vrbo Trips: Effortless planning

Vrbo's cutting-edge Trip Board provides you with a dedicated area to plan new adventures, pick up where you left off, or manage your travel itineraries. You can easily access properties you've previously saved or booked, now categorised under Potential, Upcoming, or Current Trips. To explore Trip Boards, simply visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

The historical area of Saint Helena Island awaits your stay

Take a holiday to Saint Helena Island and enjoy the area's cathedral, history and architecture. Travellers appreciate the island views in this trendy city. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Activities and attractions in and around Saint Helena Island

Are you looking for attractions to see in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Saint Helena Island a one-of-a-kind holiday spot. Here are some of the top attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Palmetto Hall Golf and Country Club (14.6 mi / 23.5 km)
  • Port Royal Golf Club (14.8 mi / 23.8 km)
  • The Golf Courses of Palmetto Dunes (18.2 mi / 29.3 km)
  • Palmetto Dunes Club (18.6 mi / 30 km)
  • Hilton Head National Golf Club (19.4 mi / 31.2 km)
  • Shipyard Golf Course (20.1 mi / 32.3 km)

Exploring the natural features in Saint Helena Island

Whether you're looking for fun outdoor activities or just want to spend some time taking in the scenery, Saint Helena Island is a great place to get outside. Here are some of the area’s most eye-catching sights, all within 30 miles (48.2 km) of the city centre:

  • Hunting Island (6.8 mi / 10.9 km)
  • Henry C. Chambers Waterfront Park (7.3 mi / 11.7 km)
  • Fripp Island Beach (7.4 mi / 12 km)
  • The Sands (7.8 mi / 12.6 km)
  • Folly Field Beach (13.9 mi / 22.3 km)
  • Folly Field Beach Park (15.6 mi / 25.1 km)

How to get to and around Saint Helena Island

The nearest airport is in Hilton Head Island, SC (HHH), located 14.5 mi (23.3 km) from the city centre. If you're unable to find a flight that fits your schedule, you can also fly into Savannah - Hilton Head International Airport (SAV), which is 42.3 mi (68.1 km) away.

Frequently asked questions

What is the best area to stay in Saint Helena Island when booking a holiday rental?
Among the most desired areas to get a Saint Helena Island holiday home is Dataw Island. When you lock in your Vrbo holiday rental, you can look forward to having the whole place to yourself. So you won't have to share it with anybody except for your group.
What is the most popular type of holiday rental accommodation in Saint Helena Island?
Houses are the most popular kind of holiday rental in Saint Helena Island, according to our data. Even if you've got a different idea about what you'd like, Vrbo has holiday homes in loads of shapes and sizes. Look through our options to find your ideal match.
How much does it cost to rent a holiday rental in Saint Helena Island?
Length of stay, property type and season are some factors that can affect the price of a holiday home. Simply add your dates of travel to find the ultimate escape. From cosy chalets to expansive luxury villas, all Vrbo holiday rentals provide amazing value.
How much does it cost to rent a beach house in Saint Helena Island?
When you travel and the style and size of the property will help determine the cost of your beachside holiday rental. Click on your Saint Helena Island travel dates to view your available options on Vrbo. Did someone just say "hot tub"? Use our filters to select the features and amenities you want in your rental.
What are popular rental amenities in Saint Helena Island?
When it comes to rental amenities that guests prefer in Saint Helena Island, an ocean view, an electric car charging station and a fireplace rank the highest. With Vrbo holiday rentals, you'll enjoy choices to suit your style and taste, whether you're going on a holiday with your partner, your friends or even pets.
What are the top attractions for families in Saint Helena Island?
Keeping the kiddos entertained during your Saint Helena Island holiday is a breeze with these awesome family-friendly attractions:

  • The Sands
  • Penn Centre
  • York W. Bailey Museum

Can I find two-bedroom holiday rentals in Saint Helena Island?
Gather your family and enjoy total privacy and comfort in one of the 74 two-bedroom holiday rentals Saint Helena Island has to offer.
Are there holiday rentals with WiFi in Saint Helena Island?
Choose from 94 holiday rentals with WiFi in Saint Helena Island. If you want to disconnect from the world during your trip, but still need to be connected to the internet, these properties are for you. Narrow your search by applying the WiFi filter on Vrbo.
How old do you have to be to rent a holiday rental in Saint Helena Island?
The minimum age permitted can vary across properties on Vrbo, so be sure to check the rules of the holiday home in Saint Helena Island you want to book. But in general, it's 16, 18 or 21.
How long can I rent a holiday rental in Saint Helena Island for?
The length of time you can rent a holiday rental in Saint Helena Island is up to the property. Just enter your selected dates to look at a list of options offering extended stays. With loads of creature comforts like air conditioning and full kitchens, as well as some offering discounted weekly or monthly prices, you're sure to get the perfect place to call your home away from home in Saint Helena Island.

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